Triethylamine → N-{4-[2-(4-formylphenoxy)ethyl]phenyl}methanesulfonamide

HRID 1595498노트

반응식

HRID 1595498 반응식
C(N(CC)CC)C.[NH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][O:17][C:18]2[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=2)=[CH:11][CH:10]=1.C(OCC)(=O)C.[CH3:32][S:33](Cl)(=[O:35])=[O:34]>ClCCl>[CH:22]([C:21]1[CH:20]=[CH:19][C:18]([O:17][CH2:16][CH2:15][C:12]2[CH:13]=[CH:14][C:9]([NH:8][S:33]([CH3:32])(=[O:35])=[O:34])=[CH:10][CH:11]=2)=[CH:25][CH:24]=1)=[O:23]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 31297Methanesulfonyl chlorideHCID 217050034-[2-(4-Aminophenyl)ethoxy]benzaldehyde

생성물 1

HCID 21704959N-{4-[2-(4-formylphenoxy)ethyl]phenyl}methanesulfonamide수율 34.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

6.75 g (64 mmole) triethylamine was added to 5 g (14,6 mmole) 4-[2-(4-aminophenyl)ethoxy]benzaldehyde x HCl (containing some ethyl acetate) in dichloromethane. 3.65 g (32 mmole) methanesulfonyl chloride was slowly added at 0° C., and the mixture was stirred over the weekend. A yellow precipitate was filtered off and the filtrate was washed with water. The organic phase was dried (sodium sulfate), filtered and the solvent was evaporated. The residue contained some triethylamine and therefore it was dissolved in dichloromethane and washed with 2 M hydrochloric acid and brine, dried and filtered and the solvent was evaporated to give 1.6 g (yield 34%) of N-{4-[2-(4-formylphenoxy)ethyl]phenyl}methanesulfonamide as a yellow powder.

후처리

  1. filtrationA yellow precipitate was filtered off
  2. washthe filtrate was washed with water
  3. dry with materialThe organic phase was dried (sodium sulfate)
  4. filtrationfiltered
  5. customthe solvent was evaporated
  6. dissolutionit was dissolved in dichloromethane
  7. washwashed with 2 M hydrochloric acid and brine
  8. customdried
  9. filtrationfiltered
  10. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-4bdc8e2151f94c01a57e9a00352e2cf1
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06288096B1

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